Cheap Flights from Chicago to Playa del Carmen

View €123 flight on Sun, 17 Aug 2025Opens in a new window

Popular airlines from Chicago to Playa del Carmen

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Cheap flights from Chicago to Playa del Carmen (CHI-CUN)

Prices were available within the past 7 days and start at €123 for one-way flights and €258 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Aeromexico
Sat, 6 Sep - Sat, 13 Sep
MDW
Chicago
TQO
Tulum
€258 Return, found 3 days ago
€258
Return
found 3 days ago
Select Aeromexico flight, departing Sat, 6 Sep from Chicago to Tulum, returning Sat, 13 Sep, priced at €258 found 3 days ago
Delta
Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
TQO
Tulum
€258 Return, found 3 days ago
€258
Return
found 3 days ago
Select Delta flight, departing Sat, 6 Sep from Chicago to Tulum, returning Sat, 13 Sep, priced at €258 found 3 days ago
Aeromexico
Sat, 6 Sep - Sat, 13 Sep
ORD
Chicago
TQO
Tulum
€258 Return, found 3 days ago
€258
Return
found 3 days ago
Select Aeromexico flight, departing Sat, 6 Sep from Chicago to Tulum, returning Sat, 13 Sep, priced at €258 found 3 days ago
Volaris
Sat, 11 Oct - Tue, 14 Oct
ORD
Chicago
CUN
Cancun
€272 Return, found 4 days ago
€272
Return
found 4 days ago
Select Volaris flight, departing Sat, 11 Oct from Chicago to Cancun, returning Tue, 14 Oct, priced at €272 found 4 days ago
American Airlines
Sun, 17 Aug - Thu, 21 Aug
ORD
Chicago
CUN
Cancun
€281 Return, found 3 days ago
€281
Return
found 3 days ago
Select American Airlines flight, departing Sun, 17 Aug from Chicago to Cancun, returning Thu, 21 Aug, priced at €281 found 3 days ago
United
Sun, 17 Aug - Thu, 21 Aug
ORD
Chicago
TQO
Tulum
€296 Return, found 3 days ago
€296
Return
found 3 days ago
Select United flight, departing Sun, 17 Aug from Chicago to Tulum, returning Thu, 21 Aug, priced at €296 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to Cancun (CUN)

January is typically the cheapest month to fly

From €160 - €379 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.